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Holiday Villas with Pool in Italy

Below you will find our entire range of Italian holiday villas with pool. To narrow down the list, you can select the number of persons, and additional amenities (private pool, child safe pool, heated pool, near the beach, etc.). Don’t forget to click the search button.

Casa di Donata
La Foce

Casa di Donata

Elegant villa with pool and tennis overlooking the Orcia valley near Pienza

Donata’s house offers all the special charm, character and seclusion of a private home and garden, with the additional advantage of having the restaurant, tennis,...

Key activities:

cultural sightseeing, winemaking area, tennis, spas, hiking

As from €

10 5 5 Pool Internet Access Florence: 150 km
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La Limonaia
Castello di Celsa

La Limonaia

Luxury Villa with pool, views onto Siena and spectacular garden - CLASS LISTED / LANDMARKED BUILDING

The former Limonaia, so called because it was a conservatory where lemon trees in terracotta vases were kept in winter, has recently been restored and furnished wit...

Key activities:

cultural sightseeing, tennis, golf, spa, excellent food, wine producing area

As from 12000.00 €

10 6 6 Pool Internet Access Florence: 80 km
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Casellana
Via del Pellegrino

Casellana

Luxurious 5 Star Villa with heated pool south of Siena in the Val d'Orcia

Casellana is the masterpiece of interior designer Ilaria Miani. This L-shaped building was a ruin when she and her husband Giorgio bought it for their Key activities:

cultural sightseeing,winemaking area, spas, hiking, mountain biking

As from 7500.00 €

19 8 8 Pool Internet Access Perugia 1 hour, Florence 1.5 hours, Rome and Pisa 2 hours
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Villa Fontanili-Lentisco
Fontanili

Villa Fontanili-Lentisco

Paradise in Maremma, the southern Tuscan coast

Surrounded by trees, the Villa Fontanili stands in extensive landscaped grounds which blend into the olive groves and fields of the estate. The beach, 3km from the ...

Key activities:

private access to the sea, excellent sea food, cultural sightseeing, bicycling, tennis (village)

As from 970.00 €

6 3 2 Pool Internet Access Roma Fiumicino: 100 km
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Lieta
Frassanelle

Lieta

Luxury villa with pool on historical estate in northern Italy, near Padua and Venice

The charming cottage Lieta, totally restored in 2004, was originally lived in by farmers working on the property. Standing along the crest of a small hill, the hous...

Key activities:

Sightseeing, golf, hiking whithin the estate, excellent restaurants

As from 1200.00 €

8 4 3 Pool Internet Access Venice: 68 km
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Casa di Pietro
Vivo d'Orcia

Casa di Pietro

Charming 2 bedroom cottage with pool near Montalcino - CLASS LISTED / LANDMARKED BUILDING

Casa di Pietro is a two storied house with walled in garden on the Vivo d'Orcia estate. It is one of a row of cottages built for the people working on the estate, b...

Key activities:

cultural sightseeing, winemaking area, spas, excellent food, beautiful hiking, wild nature

As from 1050.00 €

4 2 2 Pool Internet Access Florence: 150 km
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Casa di Nando
La Montecchia

Casa di Nando

Charming sunny holiday rental with pool on wine estate in Venetia

Named after the farmer who last lived here, the Casa di Nando is a two-storied house with a private garden, attached to the historical tasting rooms of the estate. ...

Key activities:

Visit the wine estate, cultural sightseeing, golf, tennis, retaurant with a Michelin star, wine producing area

As from 620.00 €

4 2 1 Pool Internet Access Venice airport: 60 km
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Subtilia Olivo
Tenuta di Murlo

Subtilia Olivo

2 bedroom apartment with pool and unbeatable views in Umbria

The apartment Olivo is part of Villa Subtilia, an intact XVIth century farmhouse, set on the top of one of the rolling hills of the Key activities:

Sightseeing, golf, swimming, walks, discover restaurants, wine tasting, fishing, mountain-biking

As from 1400.00 €

4 2 2 Pool Internet Access Perugia: 33 km
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Dario 2
Borgo di Pietrafitta

Dario 2

Spacious ground floor apartment with private terrace

This farm used to house the sharecroppers who lived on the estate to tend the land and the animals. 5 families used to live here originally, 5 apartments are availa...

Key activities:

cultural sightseeing, Chianti wine making, excellent restaurants, golf, hiking & biking

As from 1313.00 €

4 4 3 Pool Internet Access Florence 47km
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Caminata
Tenuta di Murlo

Caminata

Luxury villa with pool adjacent to a golf club in the heart of Umbria

"Villa Caminata" is the name given to the latest addition of holiday villas on the Murlo Estate. The name Caminata originates from the word camminata, which means a...

Key activities:

Sightseeing, golf, swimming, walks, discover restaurants, wine tasting, fishing, mountain-biking

As from 4500.00 €

12 6 7 Pool Internet Access Perugia: 33 km
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